2-Chloroadenosine → HCID 15690127, Verbindung

HRID 1087006

Reaktionsgleichung

Reaktionsgleichung von HRID 1087006
Cl[C:2]1[N:3]=[C:4]([NH2:20])[C:5]2[N:6]=[CH:7][N:8]([C:18]=2[N:19]=1)[C@@H:9]1[O:17][C@H:14]([CH2:15][OH:16])[C@@H:12]([OH:13])[C@H:10]1[OH:11].[CH2:21]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH2:23][CH:22]1[NH2:30].C(N(C(C)C)CC)(C)C.C(O)CC(C)C>C(OCC)(=O)C>[CH2:21]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH2:23][CH:22]1[NH:30][C:2]1[N:3]=[C:4]([NH2:20])[C:5]2[N:6]=[CH:7][N:8]([C:18]=2[N:19]=1)[C@@H:9]1[O:17][C@H:14]([CH2:15][OH:16])[C@@H:12]([OH:13])[C@H:10]1[OH:11]

Komponenten

6

Edukt 4

HCID 89742-ChloroadenosineHCID 31260Isoamyl AlcoholHCID 763102-AminoindaneHCID 81531Diisopropylethylamine

Produkt 1

HCID 15690127HCID 15690127, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of 1.0 g of 2-chloroadenosine, 1.2 g of 2-indanylamine, and 1.6 ml of diisopropylethylamine and 1.0 ml of isoamyl alcohol is refluxed for 16 hours. The reaction mixture is diluted with ethyl acetate and washed with saturated sodium bicarbonate solution. After drying over magnesium sulfate the solvent is removed in vacuo and the residue is chromatographed on silica gel with 10:1 methylene chloride/ammonia saturated methanol as the eluent. The resulting product is recrystallized from methanol to afford 2-(2-indanylamino)-adenosine melting at 129°-132°.

Aufarbeitung

  1. temperatureis refluxed for 16 hours
  2. washwashed with saturated sodium bicarbonate solution
  3. dry with materialAfter drying over magnesium sulfate the solvent
  4. customis removed in vacuo
  5. customthe residue is chromatographed on silica gel with 10:1 methylene chloride/ammonia saturated methanol as the eluent
  6. customThe resulting product is recrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-82de9719748d4c5bb7e8257c39e9438c
Quelldatensatz
uspto-grants-1991_07
Patentnummer
US05034381

Verknüpfte Notizen

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